We present herein a promising novel strategy for the transformation of sugar aldehydes
into 1,2-diaminoinositols. This process, based on the sequential intermolecular aza-Henry
reaction and intermolecular Henry reaction allowed the total synthesis of a 1,2-diaminoinositols
with total stereochemical control. The new route constitutes a simpler and more efficient
approach than those previously described routes to 1,2-diaminoinositols and it has
the additional advantage of offering the possibility of orthogonal protection of the
amino groups.
Key words
Henry reaction - aza-Henry reaction - bromonitroalkanes - 1,2-diaminoinositols -
2-nitroamines